All airlines flying from New York LaGuardia (LGA) to Chicago Midway (MDW).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Mon,Thu,Fri,Sun
06:00
New York LaGuardia (LGA) B
07:25
Chicago Midway (MDW) Southwest Airlines WN 2931 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-04-09 through 2026-05-22 |
| Mon,Thu,Fri,Sun
06:00
New York LaGuardia (LGA) B
07:25
Chicago Midway (MDW) Southwest Airlines WN 2931 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-05-25 through 2026-06-01 |
| Sun
06:55
New York LaGuardia (LGA) B
08:20
Chicago Midway (MDW) Southwest Airlines WN 2931 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Operates only on 2026-05-24 |
| Mon,Thu,Fri
15:30
New York LaGuardia (LGA) B
17:05
Chicago Midway (MDW) Southwest Airlines WN 2935 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-04-09 through 2026-06-01 |
| Sat
15:35
New York LaGuardia (LGA) B
17:15
Chicago Midway (MDW) Southwest Airlines WN 2935 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-04-11 through 2026-05-30 |
| Tue,Wed
15:55
New York LaGuardia (LGA) B
17:40
Chicago Midway (MDW) Southwest Airlines WN 2935 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-04-07 through 2026-06-03 |
| Tue,Wed
17:45
New York LaGuardia (LGA) B
19:25
Chicago Midway (MDW) Southwest Airlines WN 2936 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-04-07 through 2026-06-03 |
| Mon,Thu,Fri
17:50
New York LaGuardia (LGA) B
19:25
Chicago Midway (MDW) Southwest Airlines WN 2936 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-04-09 through 2026-06-01 |
| Sun
17:55
New York LaGuardia (LGA) B
19:25
Chicago Midway (MDW) Southwest Airlines WN 2936 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Operates only on 2026-05-24 |
| Sat
18:05
New York LaGuardia (LGA) B
19:30
Chicago Midway (MDW) Southwest Airlines WN 2936 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-04-11 through 2026-05-30 |
| Sun
18:30
New York LaGuardia (LGA) B
19:55
Chicago Midway (MDW) Southwest Airlines WN 2936 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-04-12 through 2026-05-17 |
| Sun
18:30
New York LaGuardia (LGA) B
19:55
Chicago Midway (MDW) Southwest Airlines WN 2936 Non-stop Boeing 737-800 (73H) 2:25 Operates only on 2026-05-31 |
| Sun
20:40
New York LaGuardia (LGA) B
22:15
Chicago Midway (MDW) Southwest Airlines WN 2937 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2026-05-24 |
| Tue,Wed,Sun
21:30
New York LaGuardia (LGA) B
23:00
Chicago Midway (MDW) Southwest Airlines WN 2937 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-04-07 through 2026-05-20 |
| Tue,Wed,Sun
21:30
New York LaGuardia (LGA) B
23:00
Chicago Midway (MDW) Southwest Airlines WN 2937 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-05-26 through 2026-06-03 |
| Mon,Thu,Fri
21:45
New York LaGuardia (LGA) B
23:10
Chicago Midway (MDW) Southwest Airlines WN 2937 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2026-04-09 through 2026-06-01 |
| Tue,Wed
06:00
New York LaGuardia (LGA) B
07:20
Chicago Midway (MDW) Southwest Airlines WN 3016 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-06-09 through 2026-07-29 |
| Sun
15:15
New York LaGuardia (LGA) B
16:45
Chicago Midway (MDW) Southwest Airlines WN 3058 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-08-09 through 2026-09-27 |
| Sat
15:20
New York LaGuardia (LGA) B
16:50
Chicago Midway (MDW) Southwest Airlines WN 3058 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-08-08 through 2026-09-26 |
| Tue,Wed
16:10
New York LaGuardia (LGA) B
17:40
Chicago Midway (MDW) Southwest Airlines WN 3058 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-08-04 through 2026-09-30 |
| Mon,Thu,Fri
17:55
New York LaGuardia (LGA) B
19:20
Chicago Midway (MDW) Southwest Airlines WN 3058 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2026-08-06 through 2026-09-28 |
| Mon,Tue,Fri,Sun
09:00
New York LaGuardia (LGA) B
10:25
Chicago Midway (MDW) Southwest Airlines WN 3443 Non-stop Boeing 737-800 (73H) 2:25 Valid until 2026-01-04 |
| Sat
10:10
New York LaGuardia (LGA) B
11:40
Chicago Midway (MDW) Southwest Airlines WN 3443 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Valid until 2026-01-03 |
| Mon-Fri,Sun
11:40
New York LaGuardia (LGA) B
13:10
Chicago Midway (MDW) Southwest Airlines WN 3446 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Valid until 2026-01-04 |
| Mon
11:45
New York LaGuardia (LGA) B
13:20
Chicago Midway (MDW) Southwest Airlines WN 3446 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Operates only on 2026-01-05 |
| Sat
13:45
New York LaGuardia (LGA) B
15:15
Chicago Midway (MDW) Southwest Airlines WN 3447 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Valid until 2026-01-03 |
| Mon,Tue,Fri,Sun
14:00
New York LaGuardia (LGA) B
15:35
Chicago Midway (MDW) Southwest Airlines WN 3447 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Valid until 2026-01-04 |
| Sat
19:40
New York LaGuardia (LGA) B
21:10
Chicago Midway (MDW) Southwest Airlines WN 3450 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Valid until 2026-01-03 |
| Sat
21:40
New York LaGuardia (LGA) B
23:10
Chicago Midway (MDW) Southwest Airlines WN 3451 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Valid until 2026-01-03 |
| Fri,Sun
21:50
New York LaGuardia (LGA) B
23:15
Chicago Midway (MDW) Southwest Airlines WN 3451 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2026-01-02 through 2026-01-04 |
| Wed,Thu
21:55
New York LaGuardia (LGA) B
23:20
Chicago Midway (MDW) Southwest Airlines WN 3451 Non-stop Boeing 737-700 (73W) 2:25 Valid until 2026-01-01 |
| Mon
21:55
New York LaGuardia (LGA) B
23:20
Chicago Midway (MDW) Southwest Airlines WN 3451 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Operates only on 2026-01-05 |
| Tue,Wed
17:40
New York LaGuardia (LGA) B
19:30
Chicago Midway (MDW) Southwest Airlines WN 3665 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-06-09 through 2026-07-29 |
| Mon,Thu,Fri
09:00
New York LaGuardia (LGA) B
10:35
Chicago Midway (MDW) Southwest Airlines WN 3751 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-03-05 through 2026-04-06 |
| Mon,Thu,Fri,Sun
16:30
New York LaGuardia (LGA) B
18:05
Chicago Midway (MDW) Southwest Airlines WN 3755 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-03-05 through 2026-04-06 |
| Tue,Wed
16:30
New York LaGuardia (LGA) B
18:05
Chicago Midway (MDW) Southwest Airlines WN 3755 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-03-10 through 2026-04-01 |
| Mon,Thu,Fri
07:15
New York LaGuardia (LGA) B
08:50
Chicago Midway (MDW) Southwest Airlines WN 3964 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-03-05 through 2026-04-06 |
| Sun
07:15
New York LaGuardia (LGA) B
08:50
Chicago Midway (MDW) Southwest Airlines WN 3964 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-03-08 through 2026-04-05 |
| Tue,Wed
11:00
New York LaGuardia (LGA) B
12:25
Chicago Midway (MDW) Southwest Airlines WN 3976 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2026-06-09 through 2026-07-29 |
| Sat
08:40
New York LaGuardia (LGA) B
10:05
Chicago Midway (MDW) Southwest Airlines WN 4189 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-06-06 through 2026-08-01 |
| Mon,Thu,Fri
17:30
New York LaGuardia (LGA) B
19:10
Chicago Midway (MDW) Southwest Airlines WN 4269 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
17:30
New York LaGuardia (LGA) B
19:10
Chicago Midway (MDW) Southwest Airlines WN 4269 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-20 through 2026-03-01 |
| Mon
09:00
New York LaGuardia (LGA) B
10:25
Chicago Midway (MDW) Southwest Airlines WN 4312 Non-stop Boeing 737-800 (73H) 2:25 Operates only on 2026-01-05 |
| Mon,Thu,Fri,Sun
11:00
New York LaGuardia (LGA) B
12:25
Chicago Midway (MDW) Southwest Airlines WN 4573 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-06-04 through 2026-08-03 |
| Mon,Thu,Fri
11:10
New York LaGuardia (LGA) B
12:45
Chicago Midway (MDW) Southwest Airlines WN 4601 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-03-05 through 2026-04-06 |
| Sat
16:50
New York LaGuardia (LGA) B
18:30
Chicago Midway (MDW) Southwest Airlines WN 4656 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-01-10 through 2026-02-07 |
| Mon,Thu,Fri
16:55
New York LaGuardia (LGA) B
18:35
Chicago Midway (MDW) Southwest Airlines WN 4656 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-05 through 2026-02-09 |
| Tue,Thu,Sun
16:55
New York LaGuardia (LGA) B
18:35
Chicago Midway (MDW) Southwest Airlines WN 4656 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-15 through 2026-02-19 |
| Mon
16:55
New York LaGuardia (LGA) B
18:35
Chicago Midway (MDW) Southwest Airlines WN 4656 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-23 through 2026-03-02 |
| Sat
17:35
New York LaGuardia (LGA) B
19:15
Chicago Midway (MDW) Southwest Airlines WN 4656 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-02-14 through 2026-02-28 |
- A domestic route departing from the New York LaGuardia airport (LGA) and arriving at Chicago Midway airport (MDW).
- The flight distance is 723 miles, or 1163 km.
- The timezone of the departure airport is UTC-5 , and the timezone of the arrival airport is UTC-6 . Current time at the point of departure is (loading...), and (loading...) at the point of arrival. There is a (loading...) hour time difference between the airports.
- For direct flights, the flight time varies between 2:15 and 2:50.
